Basic information Safety Supplier Related

LEUPEPTIN HEMISULFATE MONOHYDRATE

Basic information Safety Supplier Related

LEUPEPTIN HEMISULFATE MONOHYDRATE Basic information

Product Name:
LEUPEPTIN HEMISULFATE MONOHYDRATE
Synonyms:
  • (s)-2-(2-acetamido-4-methylvaleramido)-n-(1-formyl-4-guanidinobutyl)-4-methy
  • l-valeramide
  • methyl-(s)-
  • LEUPEPTIN HEMISULFATE MONOHYDRATE
  • 6-O-B-D-GLUCOPYRANOSYL-D-GLUCOPYRANOSE
  • Ac-Leu-Leu-Arg-aldehyde . sulfate
  • Gentibiose
  • (2S)-2-[(Ac-Leu-Leu-)Amino]-5-guanidinopentanal
CAS:
55123-66-5
MF:
C20H38N6O4
MW:
426.55
Product Categories:
  • Antibiotics
Mol File:
55123-66-5.mol
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LEUPEPTIN HEMISULFATE MONOHYDRATE Chemical Properties

Boiling point:
541.98°C (rough estimate)
Density 
1.1865 (rough estimate)
refractive index 
1.6000 (estimate)
RTECS 
YV4205100
pka
13.44±0.46(Predicted)
form 
Powder
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LEUPEPTIN HEMISULFATE MONOHYDRATE Usage And Synthesis

Uses

Leupeptin is a broad-spectrum, membrane-permeable protease inhibitor. Leupeptin potently inhibits serine, cysteine and threonine proteases. Leupeptin inhibits Mpro (the main protease of SARS-CoV-2) and also has anti-inflammatory activity[1][2][3].

Definition

ChEBI: Leupeptin is a tripeptide composed of N-acetylleucyl, leucyl and argininal residues joined in sequenceby peptide linkages. It is an inhibitor of the calpains, a family of calcium-activated proteases which promote cell death. It has a role as a serine protease inhibitor, a bacterial metabolite, a cathepsin B inhibitor, a calpain inhibitor and an EC 3.4.21.4 (trypsin) inhibitor. It is a tripeptide and an aldehyde. It is a conjugate base of a leupeptin(1+).

Safety Profile

Questionable carcinogen withexperimental neoplastigenic data. When heated todecomposition it emits toxic fumes of NOx.

in vivo

Leupeptin (0, 9, 18, 36 mg/kg; i.p.; single) is well tolerated by the animals and produces a strong, dose-dependent increase in LC3b-II in both the total tissue extracts and the lysosome and autophagosome-enriched pellet fraction[2].

Animal Model:C57BL/6NCrl male mice (6-8 weeks old, 20-25 g)[1].
Dosage:0, 9, 18, 36 mg/kg
Administration:Intraperitoneal injection; single
Result:Promoted the accumulation of LC3b-II in mouse liver.

References

[1] Aoyagi T, et al. Biological activities of leupeptins. J Antibiot (Tokyo). 1969 Nov;22(11):558-68. DOI:10.7164/antibiotics.22.558
[2] Fu L, et al. Mechanism of Microbial Metabolite Leupeptin in the Treatment of COVID-19 by Traditional Chinese Medicine Herbs. mBio. 2021 Oct 26;12(5):e0222021. DOI:10.1128/mBio.02220-21
[3] Haspel J, et al. Characterization of macroautophagic flux in vivo using a leupeptin-based assay. Autophagy. 2011 Jun;7(6):629-42. DOI:10.4161/auto.7.6.15100
[4] Aoyagi T, et al. Biological activities of leupeptins. J Antibiot (Tokyo). 1969 Nov;22(11):558-68.

LEUPEPTIN HEMISULFATE MONOHYDRATESupplier

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